[(2-hydroxynaphthalen-1-yl)methyl]phosphonic acid

• ChemBase ID: 105374
• Molecular Formular: C11H11O4P
• Molecular Mass: 238.176401
• Monoisotopic Mass: 238.03949546
• SMILES: Oc1c(CP(=O)(O)O)c2c(cccc2)cc1
• Canonical SMILES: Oc1ccc2c(c1CP(=O)(O)O)cccc2
• InChI: InChI=1S/C11H11O4P/c12-11-6-5-8-3-1-2-4-9(8)10(11)7-16(13,14)15/h1-6,12H,7H2,(H2,13,14,15)
• InChIKey: MUXZJLFAEIFJFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2-hydroxynaphthalen-1-yl)methyl]phosphonic acid
• IUPAC Traditional name: (2-hydroxynaphthalen-1-yl)methylphosphonic acid
• Synonyms: HNMPA; HYDROXY-2-NAPHTHALENYLMETHYLPHOSPHONIC ACID

Database IDs

• PubChem SID: 162105896
• PubChem CID: 44134768

CALCULATED PROPERTIES

• Acid pKa: 1.7314836
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.02556
• LogD (pH = 7.4): -1.1077453
• Log P: 1.2665445
• Molar Refractivity: 60.3455 cm^3
• Polarizability: 24.433151 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159940

Purity: 98%
Impermeable insulin receptor tyrosine kinase inhibitor. Inhibits autophosphorylation of both tyrosine and serine.

REFERENCES

• Saperstein, R., et al., Biochemistry , 28 : 5694, (1989).
• Baltensperger, K., et al., Proc. Natl. Acad. Sci. USA, 89 : 7885, (1992).